Hilton Head, SC 2+ Bedroom Vacation Rentals

Grandiose TimesOur calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Book your next family reunion or group vacation at Grand Times, a five-bedroom home with a...

Evian 120Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'This first-floor Evian property offers comfort along with a peaceful and calming ambiance that will...

The Queens Grant complex is conveniently located in Palmetto Dunes on the Robert Trent Jones Golf course in Hilton Head Island. Short walk to the beach, tennis and golf and a short bicycle ride to Shelter Cove Marina. This villa is on the ground...

Welcome to our luxury 7BR, 6.5BA coastal escape in North Forest Beach—just 75 steps or 3 mins. down a private path to the sand. Designed for multi-generational gatherings, this home features high-end furnishings, hotel-quality linens, a chef’s...

*Wendover Dunes beach boardwalk is under construction until April 2026. There is beach access at the Omni Resort*HILTON HEAD ISLAND. INTRODUCING BEACH GLASS VILLA This 1600 square foot 2 bedroom villa is just a short walk down a peaceful path to the...

Water Oak 17Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Escape to luxury at this impressive two-bedroom, three-bath end-unit condo located on the gorgeous...

Nighttime Heron 18Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'This splendid freestanding villa is surrounded by the lush landscape of the Sea Pines Resort...

HILTON HEAD ISLAND. North Shore Place is THE spot for visitors who are looking to be in the center of activity in Hilton Head. Located next to Coligny Plaza, these deluxe villas are just steps away from some the Island’s best stores and eateries...

This alluring Villamare condominium is directly oceanfront! The Kitchen contains bespoke cabinetry, granite countertops, bar seating for three and is completely equipped to meet your family's cooking needs. Just beyond the Kitchen is the Dining...

Calibogue Club 2617Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Located in the serene surroundings of Hilton Head, SC, this impressive villa offers calming...

Evian 140Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Plan your next escapade to Hilton Head Island and book this marvelous and newly modernized villa...

49 Off Shore Drive, located in the Palmetto Dunes Oceanfront Community, offers a marvelous vacation experience with its cavernous and gorgeously decorated 4-bedroom, 4-bath layout. The highlight of this property is its private pool and hot tub...

Updates abound in this completely refreshed four bedroom villa located on Palmetto Dunes' George Fazio Golf Course! Updates include all-new living room and dining room furnishings, kitchen appliances and quartz countertops in the kitchen. Luxury...

Feel the tranquility of oceanside living in this meticulously appointed two-bedroom villa, boasting an awe-inspiring ocean panorama. Whether from the master bedroom, roomy living area with new furnishings, or the broad top-floor balcony complete...

Shorewood 422Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'This resort is constructed on a tropical landscape that gets pleasant breezes from the ocean. On...

This cavernous Hilton Head villa has been gorgeously modernized with outstanding vistas of the George Fazio golf course. There is refreshed furnishings and coastal vibes throughout. You are just a short bicycle ride to the beach! The community...

Fiddlers Cove 20FOur calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Offering an unbeatable location only a half mile from Folly Field Beach and Folly Field Beach...

Incredible BEACHFRONT vistas from this 4 bedroom, 4 bath South Beach townhouse! The kitchen, with granite countertops and stainless steel appliances, is located on the first floor. The dining area is adjacent to both the living area and kitchen and...